Boats for sale in Chicago Illinois

Calling all water enthusiasts! Sea Ray has the answer to your boating dreams with the dynamic and affordable SPX 190. Designed for those who crave a premium on-water experience wit... View Details

Step into luxury with the Sea Ray Sundancer 370: Indulge in the ultimate on-water experience aboard the Sea Ray Sundancer 370. This magnificent boat offers a perfect blend of luxur... View Details

Introducing the remarkable 2024 Sea Ray SDX 250 Outboard - the epitome of luxury and performance on the water. This stunning boat is designed to exceed your expectations and offers... View Details

Introducing the SLX 260 SurfDiscover the SLX 260 Surf, where luxury meets innovation in wakesurfing technology. This exceptional boat combines the elegance of the SLX 260 with cutt... View Details

Not much like this out there. 2 owner, one in Racine and one in Chicago. Always well maintained and less than 1,600 hours with the Cummins engines. We sold it new, and have the ori... View Details

Regal's beloved 4260 Commodore! The lay out was one of Regal's best, and package with this boat with rebuilt Yanmars with less than 250 hours since rebuild, it will be perfect for... View Details

What an absolute creampuff!! This indoor-kept/rack-stored (summer & winter) fresh water 2011 Cobalt 296 is the discerning shopper's dream. The pictures do not deceive; in fact... View Details

Loved by its only owners since new, this exclusively fresh water and locally serviced Regal is awaiting a new home. She boasts a ton of space for her size with the ability to sleep... View Details

Luxury Redefined: 2026 Azimut AZ48-V Performance Excellence: Experience unmatched performance on the water with the Azimut AZ48-V. Its powerful engine and sleek design ensure thril... View Details

Introducing the 2025 Galeon 375 GTO Experience the epitome of luxury and performance with the 2025 Galeon 375 GTO. Luxurious Craftsmanship This masterpiece boasts exquisite craftsm... View Details

2025 Tiara Yachts 48 LE Step aboard the 2025 Tiara Yachts 48 LE, where luxury meets performance. This stunning vessel features three powerful Mercury V12 JPO engines, delivering an... View Details

Introducing the SLX 260 Surf. Discover the SLX 260 Surf, where luxury meets innovation in wakesurfing technology. This exceptional boat combines the elegance of the SLX 260 with cu... View Details

Your companion for endless fun. Experience an escape from the day-to-day in a model that steals the spotlight with sophisticated style, luxury details and easy-to-use amenities. Th... View Details

Step into luxury with the Sea Ray Sundancer 370: Indulge in the ultimate on-water experience aboard the Sea Ray Sundancer 370. This magnificent boat offers a perfect blend of luxur... View Details

Navigate waters with ease in the 2026 Crusiers Yachts 42 GLS. Powered by Mercury engines reach speeds up to 48 mph. With dual beach doors, a full galley, comfortable seating, and s... View Details

Discover the Sea Ray SLX 260 Outboard - An Award-Winning Masterpiece Step aboard the Sea Ray SLX 260 Outboard and prepare to be amazed. Winner of the 2023 Miami Innovation Award in... View Details

The value of a cruiser and a sport-combined. Introducing the 2026 Sea Ray Sundancer 320 Outboard. Combining the values of a cruiser and a sport-boat/bowrider in a brilliant package... View Details

If adventure is your main goal when it comes to boating, look no further than the fast, stylish, and fun 42 GLS Outboard. With dual beach doors, a U-shaped dinette, galley with a r... View Details

Luxurious and practical, introducing the 2026 Sea Ray Sundancer 320. Experience the difference that comes from design that's equal parts luxurious and practical. From the spacious... View Details

Introducing the 2025 Sea Ray Sundancer 370 Outboard Experience the perfect blend of luxury and performance with the 2026 Sea Ray Sundancer 370 Outboard. This stunning cruiser boast... View Details

Handcrafted American legacy. With a rich history and unrivaled passion, Cruisers Yachts creates American-made boats for the world. With 360 degree windows and an open-plan main dec... View Details